Have you looked into back loading the insulin barrels? Essentially drawing how much you need from your vial with an IM barrel and needle, taking the plunger out the slin barrel and filling it up that way.
Needle phobia isn't really a problem at all for me, it's painless for me but I have begun doing quads and both times it has taken me 3 attempts, either hit a vein or a nerve (massive twitch it's a little uncomfortable)... Sub Q looks to be on the cards, just for ease of draw it and bang it, no aspiration, no having to worry about hitting a nerve/vein etc etc
To me it looks like SubQ is going to eventually be the primary method of admin for TRT, which is definitely a good thing for people with needle phobias!